#------------------------------------------------------------------------------ #$Date: 2015-04-02 12:22:18 +0100 (Thu, 02 Apr 2015) $ #$Revision: 134621 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/50/2005032.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2005032 loop_ _publ_author_name 'Saleh, M. I.' 'Salhin, A.' 'Saad, B.' 'Sivakumar, K.' 'Fun, H.-K.' _publ_section_title ; A 1:2 Host--Guest Complex of Diaza-15-crown-5 with Picric Acid ; _journal_issue 6 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1509 _journal_page_last 1512 _journal_paper_doi 10.1107/S010827019501691X _journal_volume 52 _journal_year 1996 _chemical_formula_iupac 'C10 H24 N2 O3 2+ , 2C6 H2 N3 O7 -' _chemical_formula_moiety 'C10 H24 N2 O3 2+,2(C6 H2 N3 O7 -)' _chemical_formula_sum 'C22 H28 N8 O17' _chemical_formula_weight 676.52 _chemical_name_systematic ; 1:2 complex of 1,4,10-trioxa-7,13-diazacyclopentadecane and picric acid. ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _audit_creation_method SHELXL _cell_angle_alpha 90.00 _cell_angle_beta 103.260(10) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 17.832(2) _cell_length_b 15.0880(10) _cell_length_c 11.0230(10) _cell_measurement_reflns_used 25 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 25 _cell_measurement_theta_min 8 _cell_volume 2886.7(5) _computing_cell_refinement XSCANS _computing_data_collection 'XSCANS (Siemens, 1994)' _computing_data_reduction XSCANS _computing_molecular_graphics 'SHELXTL/PC (Sheldrick, 1990b)' _computing_publication_material SHELXL-93 _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990a)' _diffrn_ambient_temperature 293(2) _diffrn_measurement_device 'Siemens P4 diffractometer' _diffrn_measurement_method '\q/2\q scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0183 _diffrn_reflns_av_sigmaI/netI 0.0419 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_k_max 1 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_limit_l_min -1 _diffrn_reflns_number 8154 _diffrn_reflns_theta_max 27.50 _diffrn_reflns_theta_min 1.79 _diffrn_standards_decay_% <3 _diffrn_standards_interval_count 97 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.136 _exptl_absorpt_correction_type none _exptl_crystal_colour Yellow _exptl_crystal_density_diffrn 1.557 _exptl_crystal_description 'Rectangular prism' _exptl_crystal_F_000 1408 _exptl_crystal_size_max 0.54 _exptl_crystal_size_mid 0.48 _exptl_crystal_size_min 0.22 _refine_diff_density_max 0.29 _refine_diff_density_min -0.29 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_all 0.981 _refine_ls_goodness_of_fit_obs 1.149 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 527 _refine_ls_number_reflns 6584 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 0.981 _refine_ls_restrained_S_obs 1.149 _refine_ls_R_factor_all 0.0775 _refine_ls_R_factor_obs 0.0466 _refine_ls_shift/esd_max 0.000 _refine_ls_shift/esd_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0743P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all 0.1343 _refine_ls_wR_factor_obs 0.1219 _reflns_number_observed 4144 _reflns_number_total 6584 _reflns_observed_criterion >2sigma(I) _[local]_cod_data_source_file mu1223.cif _[local]_cod_data_source_block sa6 _[local]_cod_cif_authors_sg_H-M P21/c _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. '_exptl_absorpt_correction_type' value 'None' changed to 'none' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. '_geom_bond_publ_flag' value 'Yes' changed to 'yes' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (50 times). '_geom_angle_publ_flag' value 'Yes' changed to 'yes' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (25 times). '_geom_torsion_publ_flag' value 'Yes' changed to 'yes' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (20 times). Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'calc w = 1/[\s^2^(Fo^2^)+(0.0743P)^2^] where P=(Fo^2^+2Fc^2^)/3' was changed to 'calc'. New tag '_refine_ls_weighting_details' was created. The value of the new tag was set to 'w = 1/[\s^2^(Fo^2^)+(0.0743P)^2^] where P=(Fo^2^+2Fc^2^)/3'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_database_code 2005032 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O1 0.0598(10) 0.0701(11) 0.1150(15) 0.0048(8) 0.0084(10) 0.0113(10) O2 0.164(2) 0.0594(10) 0.0513(10) 0.0319(12) 0.0088(11) -0.0002(8) O3 0.0805(11) 0.0600(9) 0.0661(10) 0.0146(8) 0.0323(9) 0.0149(8) N1 0.0680(11) 0.0506(10) 0.0534(11) -0.0169(9) 0.0297(9) -0.0094(8) N2 0.0424(9) 0.0600(10) 0.0346(8) -0.0038(8) 0.0074(7) 0.0052(7) C1 0.0675(14) 0.089(2) 0.0537(14) -0.0326(14) 0.0252(12) -0.0256(13) C2 0.0491(12) 0.111(2) 0.0544(14) -0.0066(14) 0.0065(11) -0.0149(14) C3A 0.079(3) 0.075(2) 0.056(3) 0.028(2) 0.010(2) 0.008(3) C3B 0.079(3) 0.075(2) 0.056(3) 0.028(2) 0.010(2) 0.008(3) C4A 0.083(3) 0.053(2) 0.058(2) 0.020(2) 0.025(2) 0.019(2) C4B 0.083(3) 0.053(2) 0.058(2) 0.020(2) 0.025(2) 0.019(2) C5 0.077(2) 0.0500(13) 0.0677(15) 0.0020(11) 0.0250(13) -0.0043(11) C6 0.0579(12) 0.0623(14) 0.0498(12) -0.0198(10) 0.0218(10) -0.0113(10) C7 0.0566(13) 0.094(2) 0.0382(11) 0.0099(13) 0.0050(10) 0.0155(12) C8 0.0620(14) 0.090(2) 0.0622(15) 0.0192(14) 0.0091(13) 0.0306(15) C9 0.098(2) 0.0440(13) 0.094(2) 0.0137(13) 0.050(2) 0.0202(13) C10 0.119(2) 0.0410(12) 0.093(2) -0.0177(14) 0.063(2) -0.0056(13) O4A 0.0508(7) 0.0444(7) 0.0406(7) -0.0031(6) 0.0170(6) 0.0043(6) O5A 0.0540(8) 0.1238(15) 0.0395(8) -0.0163(9) 0.0072(7) 0.0137(9) O6A 0.0400(7) 0.0605(8) 0.0538(8) -0.0040(6) 0.0105(6) -0.0122(7) O7A 0.1046(13) 0.0706(11) 0.0770(11) -0.0395(10) 0.0280(10) 0.0104(9) O8A 0.1179(15) 0.1092(15) 0.0457(10) -0.0404(12) 0.0138(10) 0.0176(9) O9A 0.0751(11) 0.0746(11) 0.0728(11) -0.0205(9) -0.0168(9) 0.0026(9) O10A 0.0948(11) 0.0419(8) 0.0572(9) -0.0172(7) 0.0338(8) -0.0084(7) N3A 0.0394(8) 0.0509(9) 0.0408(8) 0.0035(7) 0.0122(7) -0.0030(7) N4A 0.0677(11) 0.0498(10) 0.0529(11) -0.0072(9) 0.0227(9) 0.0077(8) N5A 0.0486(9) 0.0449(9) 0.0481(9) -0.0044(7) 0.0166(8) -0.0063(8) C11A 0.0374(8) 0.0330(8) 0.0392(9) 0.0063(7) 0.0148(7) 0.0015(7) C12A 0.0382(8) 0.0390(9) 0.0362(9) 0.0037(7) 0.0118(7) -0.0031(7) C13A 0.0417(9) 0.0384(9) 0.0461(10) -0.0042(8) 0.0159(8) -0.0042(8) C14A 0.0498(10) 0.0372(9) 0.0427(10) -0.0002(8) 0.0201(8) 0.0032(8) C15A 0.0455(9) 0.0402(9) 0.0353(9) 0.0027(8) 0.0112(8) -0.0002(8) C16A 0.0372(8) 0.0340(8) 0.0423(9) -0.0005(7) 0.0136(7) -0.0028(7) O4B 0.0486(7) 0.0603(8) 0.0422(7) -0.0105(6) 0.0171(6) -0.0008(6) O5B 0.131(2) 0.0831(13) 0.0982(15) 0.0169(13) 0.0345(13) -0.0346(12) O6B 0.108(2) 0.146(2) 0.0498(10) -0.0010(14) 0.0094(11) -0.0109(12) O7B 0.0658(10) 0.0915(13) 0.0897(13) -0.0272(10) 0.0420(9) -0.0085(10) O8B 0.0815(11) 0.120(2) 0.0610(10) -0.0209(11) 0.0417(9) -0.0134(10) O9B 0.0883(12) 0.0665(10) 0.0755(11) -0.0190(9) 0.0321(9) -0.0250(9) O10B 0.0708(10) 0.0866(12) 0.0638(10) -0.0345(9) 0.0303(8) -0.0149(9) N3B 0.0546(10) 0.0664(12) 0.0556(11) -0.0164(9) 0.0195(9) -0.0139(9) N4B 0.0470(9) 0.0638(11) 0.0613(11) 0.0012(8) 0.0263(8) 0.0069(9) N5B 0.0551(9) 0.0517(10) 0.0431(9) -0.0068(8) 0.0132(8) -0.0011(8) C11B 0.0362(8) 0.0416(9) 0.0389(9) 0.0008(7) 0.0092(7) 0.0052(8) C12B 0.0404(9) 0.0450(10) 0.0412(10) 0.0020(8) 0.0110(8) 0.0001(8) C13B 0.0400(9) 0.0452(10) 0.0547(12) -0.0029(8) 0.0158(9) 0.0010(9) C14B 0.0370(9) 0.0504(10) 0.0464(10) 0.0047(8) 0.0161(8) 0.0081(9) C15B 0.0408(9) 0.0501(11) 0.0365(9) 0.0063(8) 0.0096(8) 0.0046(8) C16B 0.0387(9) 0.0445(10) 0.0391(9) -0.0007(8) 0.0078(7) 0.0041(8) loop_ _atom_site_label _atom_site_occupancy _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_type_symbol O1 1 .18509(10) .53058(12) .0154(2) .0835(6) Uani d . O O2 1 .27933(14) .64816(12) .1813(2) .0943(7) Uani d . O O3 1 .31885(9) .35190(11) .3598(2) .0664(4) Uani d . O N1 1 .21766(11) .37668(12) .1447(2) .0548(5) Uani d . N N2 1 .32234(10) .53252(12) .37599(15) .0459(4) Uani d . N C1 1 .14959(15) .3855(2) .0379(2) .0683(7) Uani d . C C2 1 .12281(14) .4783(2) .0279(3) .0723(7) Uani d . C C3A .585(3) .1637(3) .6225(3) .0420(5) .0709(11) Uani d P C H3A .585(3) .1446(3) .6228(3) .1165(5) .080 Uiso d PR H H3B .585(3) .1244(3) .6453(3) -.0253(5) .080 Uiso d PR H C3B .415(3) .1827(5) .6217(5) -.0180(6) .0709(11) Uani d P C H3C .415(3) .1328(5) .6394(5) -.0653(6) .080 Uiso d PR H H3D .415(3) .2209(5) .6362(5) -.0637(6) .080 Uiso d PR H C4A .585(3) .2363(2) .6765(3) .0680(4) .0634(9) Uani d P C H4A .585(3) .2633(2) .6651(3) .0037(4) .080 Uiso d PR H H4B .585(3) .2246(2) .7386(3) .0689(4) .080 Uiso d PR H C4B .415(3) .1873(4) .6659(4) .1020(6) .0634(9) Uani d P C H4C .415(3) .1813(4) .7290(4) .0936(6) .080 Uiso d PR H H4D .415(3) .1509(4) .6449(4) .1474(6) .080 Uiso d PR H C5 1 .2697(2) .6763(2) .2980(2) .0635(6) Uani d . C C6 1 .32990(13) .6308(2) .3933(2) .0551(5) Uani d . C C7 1 .37094(14) .4777(2) .4770(2) .0638(6) Uani d . C C8 1 .38921(15) .3908(2) .4268(3) .0722(7) Uani d . C C9 1 .3275(2) .2931(2) .2638(3) .0739(8) Uani d . C C10 1 .2511(2) .2850(2) .1756(3) .0779(8) Uani d . C O4A 1 .36029(7) .47077(8) .14752(11) .0442(3) Uani d . O O5A 1 .47303(9) .55278(13) .30993(13) .0730(5) Uani d . O O6A 1 .56411(7) .60596(10) .23557(13) .0515(3) Uani d . O O7A 1 .49954(11) .74054(12) -0.1670(2) .0829(5) Uani d . O O8A 1 .42254(12) .67164(14) -0.3136(2) .0917(6) Uani d . O O9A 1 .25887(10) .44259(12) -0.2153(2) .0796(5) Uani d . O O10A 1 .30517(10) .36763(9) -.05142(14) .0620(4) Uani d . O N3A 1 .49817(8) .57874(11) .22224(14) .0432(4) Uani d . N N4A 1 .45177(11) .68303(11) -0.2038(2) .0554(4) Uani d . N N5A 1 .30161(9) .43546(11) -0.1131(2) .0463(4) Uani d . N C11A 1 .38537(9) .51399(11) .0683(2) .0356(4) Uani d . C C12A 1 .44931(9) .57565(11) .0971(2) .0373(4) Uani d . C C13A 1 .47007(11) .62982(12) .0104(2) .0411(4) Uani d . C C14A 1 .43018(11) .62571(12) -0.1121(2) .0417(4) Uani d . C C15A 1 .37273(11) .56318(12) -0.1511(2) .0400(4) Uani d . C C16A 1 .35395(9) .50784(11) -.0648(2) .0371(4) Uani d . C O4B 1 .16754(7) .46299(9) .36442(12) .0493(3) Uani d . O O5B 1 .09757(14) .26761(14) .2840(2) .1028(7) Uani d . O O6B 1 .01837(13) .3665(2) .2013(2) .1029(7) Uani d . O O7B 1 -.07771(10) .31715(12) .6340(2) .0784(5) Uani d . O O8B 1 -.01325(10) .3982(2) .7816(2) .0834(6) Uani d . O O9B 1 .15835(10) .61045(11) .6773(2) .0746(5) Uani d . O O10B 1 .23247(9) .57259(12) .55921(15) .0713(5) Uani d . O N3B 1 .06052(11) .33249(14) .2911(2) .0578(5) Uani d . N N4B 1 -.02474(10) .36783(13) .6767(2) .0551(4) Uani d . N N5B 1 .17542(10) .56119(12) .6003(2) .0496(4) Uani d . N C11B 1 .12620(10) .44426(12) .4392(2) .0388(4) Uani d . C C12B 1 .06820(10) .37556(12) .4115(2) .0419(4) Uani d . C C13B 1 .02044(11) .34946(14) .4846(2) .0458(4) Uani d . C C14B 1 .02623(10) .39262(13) .5972(2) .0436(4) Uani d . C C15B 1 .07782(10) .46043(13) .6327(2) .0424(4) Uani d . C C16B 1 .12562(10) .48600(12) .5565(2) .0410(4) Uani d . C H1N1 1 .2053(12) .3979(15) .212(2) .053(6) Uiso d . H H2N1 1 .2535(14) .4145(17) .126(2) .070(7) Uiso d . H H1N2 1 .2739(14) .5191(14) .3698(19) .053(6) Uiso d . H H2N2 1 .3346(13) .5167(15) .298(2) .062(6) Uiso d . H H1A 1 .1677(14) .3624(16) -.034(2) .074(7) Uiso d . H H1B 1 .1130(14) .3469(16) .049(2) .064(7) Uiso d . H H2A 1 .0796(15) .4849(17) -.045(3) .077(7) Uiso d . H H2B 1 .1047(15) .4988(17) .099(3) .081(8) Uiso d . H H5A 1 .2176(14) .6608(16) .310(2) .071(7) Uiso d . H H5B 1 .2754(15) .746(2) .309(2) .087(8) Uiso d . H H6A 1 .3828(13) .6450(14) .388(2) .060(6) Uiso d . H H6B 1 .3226(13) .6452(15) .480(2) .067(7) Uiso d . H H7A 1 .4200(16) .5140(18) .514(3) .088(8) Uiso d . H H7B 1 .3423(13) .4716(16) .538(2) .069(7) Uiso d . H H8A 1 .4134(14) .3565(17) .495(3) .078(8) Uiso d . H H8B 1 .4259(14) .3999(17) .370(2) .077(8) Uiso d . H H9A 1 .3658(14) .3171(16) .225(2) .072(7) Uiso d . H H9B 1 .3410(13) .2311(18) .300(2) .076(7) Uiso d . H H10A 1 .2146(15) .2535(18) .211(2) .079(8) Uiso d . H H10B 1 .2523(15) .2542(18) .101(3) .084(8) Uiso d . H H13A 1 .5102(12) .6675(14) .0363(18) .048(5) Uiso d . H H15A 1 .3476(10) .5582(12) -0.2339(18) .038(5) Uiso d . H H13B 1 -.0122(13) .3043(16) .463(2) .060(6) Uiso d . H H15B 1 .0807(11) .4893(13) .709(2) .048(5) Uiso d . H loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag C2 O1 C3B 126.5(4) yes C2 O1 C3A 105.2(3) yes C4A O2 C5 125.4(3) yes C5 O2 C4B 96.8(3) yes C9 O3 C8 114.2(2) yes C1 N1 C10 117.8(2) yes C7 N2 C6 115.7(2) yes C2 C1 N1 109.6(2) yes O1 C2 C1 107.0(2) yes O1 C3A C4A 107.2(4) yes O1 C3B C4B 102.3(5) yes O2 C4A C3A 106.4(3) yes C3B C4B O2 104.0(5) yes O2 C5 C6 106.7(2) yes C5 C6 N2 109.7(2) yes C8 C7 N2 110.5(2) yes O3 C8 C7 108.3(2) yes O3 C9 C10 107.5(2) yes C9 C10 N1 109.1(2) yes O5A N3A O6A 122.1(2) ? O5A N3A C12A 119.51(15) ? O6A N3A C12A 118.41(15) ? O8A N4A O7A 122.7(2) ? O8A N4A C14A 119.3(2) ? O7A N4A C14A 118.1(2) ? O9A N5A O10A 122.2(2) ? O9A N5A C16A 119.2(2) ? O10A N5A C16A 118.5(2) ? O4A C11A C16A 123.8(2) yes O4A C11A C12A 124.8(2) yes C16A C11A C12A 111.43(14) yes C13A C12A C11A 123.7(2) ? C13A C12A N3A 116.3(2) ? C11A C12A N3A 119.93(15) ? C12A C13A C14A 119.7(2) ? C13A C14A C15A 120.9(2) ? C13A C14A N4A 119.9(2) ? C15A C14A N4A 119.1(2) ? C16A C15A C14A 118.8(2) ? C15A C16A C11A 124.6(2) ? C15A C16A N5A 116.3(2) ? C11A C16A N5A 119.03(15) ? O5B N3B O6B 122.9(2) ? O5B N3B C12B 119.2(2) ? O6B N3B C12B 117.8(2) ? O8B N4B O7B 123.2(2) ? O8B N4B C14B 119.0(2) ? O7B N4B C14B 117.7(2) ? O10B N5B O9B 122.5(2) ? O10B N5B C16B 119.1(2) ? O9B N5B C16B 118.5(2) ? O4B C11B C16B 128.0(2) yes O4B C11B C12B 121.4(2) yes C16B C11B C12B 110.55(15) yes C13B C12B C11B 126.7(2) ? C13B C12B N3B 118.1(2) ? C11B C12B N3B 115.2(2) ? C12B C13B C14B 117.9(2) ? C15B C14B C13B 120.9(2) ? C15B C14B N4B 119.5(2) ? C13B C14B N4B 119.5(2) ? C14B C15B C16B 120.1(2) ? C15B C16B C11B 123.8(2) ? C15B C16B N5B 115.5(2) ? C11B C16B N5B 120.7(2) ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag O1 C2 1.395(3) yes O1 C3A 1.485(5) yes O1 C3B 1.421(8) yes O2 C4A 1.376(4) yes O2 C4B 1.694(7) yes O2 C5 1.402(3) yes O3 C9 1.416(3) yes O3 C8 1.428(3) yes N1 C1 1.490(3) yes N1 C10 1.514(3) yes N2 C7 1.494(3) yes N2 C6 1.497(3) yes C1 C2 1.475(4) yes C3A C4A 1.500(7) yes C3B C4B 1.468(10) yes C5 C6 1.487(4) yes C7 C8 1.488(4) yes C9 C10 1.486(4) yes O4A C11A 1.252(2) yes O5A N3A 1.220(2) yes O6A N3A 1.222(2) yes O7A N4A 1.218(2) yes O8A N4A 1.215(2) yes O9A N5A 1.212(2) yes O10A N5A 1.222(2) yes N3A C12A 1.453(2) yes N4A C14A 1.448(2) yes N5A C16A 1.456(2) yes C11A C16A 1.448(2) yes C11A C12A 1.449(2) yes C12A C13A 1.372(2) yes C13A C14A 1.376(3) yes C14A C15A 1.386(3) yes C15A C16A 1.365(2) yes O4B C11B 1.258(2) yes O5B N3B 1.194(3) yes O6B N3B 1.211(3) yes O7B N4B 1.223(2) yes O8B N4B 1.217(2) yes O9B N5B 1.218(2) yes O10B N5B 1.217(2) yes N3B C12B 1.456(3) yes N4B C14B 1.448(2) yes N5B C16B 1.453(2) yes C11B C16B 1.440(3) yes C11B C12B 1.446(3) yes C12B C13B 1.358(3) yes C13B C14B 1.385(3) yes C14B C15B 1.371(3) yes C15B C16B 1.382(2) yes loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_publ_flag C10 N1 C1 C2 176.5(2) yes C3A O1 C2 C1 -164.2(3) yes C3B O1 C2 C1 168.5(4) yes N1 C1 C2 O1 56.9(3) yes C2 O1 C3A C4A 163.2(3) yes C2 O1 C3B C4B 84.3(6) yes C5 O2 C4A C3A -82.3(4) yes O1 C3A C4A O2 -70.3(4) yes O1 C3B C4B O2 71.2(6) yes C5 O2 C4B C3B -168.2(4) yes C4A O2 C5 C6 -178.3(3) yes C4B O2 C5 C6 154.9(3) yes O2 C5 C6 N2 -57.3(3) yes C7 N2 C6 C5 -170.8(2) yes C6 N2 C7 C8 -152.3(2) yes C9 O3 C8 C7 153.1(2) yes N2 C7 C8 O3 -51.2(3) yes C8 O3 C9 C10 -159.3(2) yes O3 C9 C10 N1 47.6(3) yes C1 N1 C10 C9 167.3(2) yes